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Virginia Ogilvy, Countess of Airlie, reached out her hand to Mr Trump and held onto it after two firm shakes.
She then visibly pulled him in closer as Mr Trump leaned forward. He appeared to try and pull away as the Lady in Waiting was speaking to the US President.
The countess looked at the Queen who was gesturing for Melania Trump to shake her hand next. The Queen told Mr Trump that her Lady in Waiting was American.
The countess was born in New Jersey and married the Earl of Airlie, who was a merchant banker but later in life also served as the Lord Chamberlain.
Mr Trump is known for his powerful handshake when greeting world leaders including Emmanuel Macron, Shinzo Abe and Justin Trudeau.
However, it seemed yesterday the US President lost at his own display of strength when the Queen’s Lady in Waiting won out on top of the pair’s handshake.
Mr and Mrs Trump met the Queen on the second day of their four-day visit to the UK.
The Queen welcomed Mr Trump to Windsor Castle as the US president’s UK visit took a royal turn.
Before the visit Mr Trump appeared starstruck to meet the world’s longest-serving monarch, who he described as “incredible”.
Mr Trump and the First Lady spent a total of 57 minutes with the Queen at the castle, and 47 of those minutes inside the monarch’s favourite residence.
The Trumps stayed 17 minutes longer than their expected departure time – indicating the pair got on very well.
Ahead of the meeting between the heads of state, Mr Trump spoke of his admiration for the Queen in his interview with the Sun, in which he called her a “tremendous woman”.
He told the paper: “If you think of it, for so many years she has represented her country, she has really never made a mistake.
“You don’t see, like, anything embarrassing. She is just an incredible woman.
“My wife is a tremendous fan of hers. She has got a great and beautiful grace about her.”
Mr Trump was guided along by the Queen at the start of his inspection of the guard of honour, and when in position he walked along at a sedate pace looking at the soldiers.
As the two heads of state made their way back to the dais, they appeared deep in conversation and could be heard talking as the military band stopped playing briefly.
Mr Trump and the Queen paused at the entrance of the castle’s Sovereign Gate, where a small senior group of the Queen’s household were waiting.
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